title: Antifungal dimeric chalcone derivative kamalachalcone E from Mallotus philippinensis.
abstract: From the red coloured extract (Kamala) prepared through acetone extraction of the fresh whole uncrushed fruits of Mallotus philippinensis, one new dimeric chalcone (1) along with three known compounds 1-(5,7-dihydroxy-2,2,6-trimethyl-2H-1-benzopyran-8-yl)-3-phenyl-2-propen-1-one (2), rottlerin (3) and 4'-hydroxyrottlerin (4) were isolated. The structure of compound 1 was elucidated by 1D and 2D NMR analyses that included HSQC, HMBC, COSY and ROESY experiments along with the literature comparison. Compounds 1-4 were evaluated for antifungal activity against different human pathogenic yeasts and filamentous fungi. The antiproliferative activity of the compounds was evaluated against Thp-1 cell lines. Compounds 1 and 2 both exhibited IC50 of 8, 4 and 16 μg/mL against Cryptococcus neoformans PRL518, C. neoformans ATCC32045 and Aspergillus fumigatus, respectively. Compound 4, at 100 μg/mL, showed 54% growth inhibition of Thp-1 cell lines.
authors.affiliation: a Division of Organic Chemistry, CSIR-National Chemical Laboratory , Pune 411008 , India.
authors.forename: Roshan R
authors.initials: RR
authors.lastname: Kulkarni
authors.forename: Santosh G
authors.initials: SG
authors.lastname: Tupe
authors.forename: Suwarna P
authors.initials: SP
authors.lastname: Gample
authors.forename: Macchindra G
authors.initials: MG
authors.lastname: Chandgude
authors.forename: Dhiman
authors.initials: D
authors.lastname: Sarkar
authors.forename: Mukund V
authors.initials: MV
authors.lastname: Deshpande
authors.forename: Swati P
authors.initials: SP
authors.lastname: Joshi
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001232:Aspergillus fumigatus / Q000187:drug effects; D002599:Chalcone / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D047188:Chalcones; D003455:Cryptococcus neoformans / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D019665:Euphorbiaceae / Q000737:chemistry*; D005638:Fruit / Q000737:chemistry; D005658:Fungi / Q000187:drug effects; D006801:Humans; D007194:India; D020128:Inhibitory Concentration 50; D007938:Leukemia / Q000188:drug therapy; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry; D015003:Yeasts / Q000187:drug effects
chemical_list: D000935:Antifungal Agents; D047188:Chalcones; D010936:Plant Extracts; C000591264:kamalachalcone E; D002599:Chalcone; C003956:kamala